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Retro‐ene reactions in heterocyclic synthesis. v. a novel synthetic method for 1,3,5‐triazine‐2,4(1H,3H)‐diones
Authors:The Late Kunio Ito  Chiharu Sekiguchi  Asuka Wakai Hiroyuki Miida  Shogo Ihara
Institution:Department of Applied Chemistry, Faculty of Engineering, Toyo University, Kujirai, Kawagoe, Saitama 350‐8585, Japan
Abstract: chemical structure image Nt‐Butylamidines 1 on heating with diphenyl carbonate ( 2 ) at 150‐180° gave the 1,3,5‐triazine‐2,4(1H,3H)‐dione derivatives 5 . Acylation of amidines 1 and cyclocondensation of the resulting carbamates 3 gave 1,3,5,7]tetrazocine‐2,6‐dione derivatives 4 , and subsequent retro‐ene reaction and ring contraction afforded triazine derivatives 5 .
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